PL205216B1 - Sposób wytwarzania polieteroalkoholi - Google Patents

Sposób wytwarzania polieteroalkoholi

Info

Publication number: PL205216B1
Authority: PL; Poland
Prior art keywords: propylene oxide; hydroxyl groups; polyether; polyether alcohol; block
Prior art date: 1999-08-31

Application number

PL353213A

Other languages

English (en)

Polish (pl)

Other versions

PL353213A1 (en

Inventor

Kathrin Harre

Reinhard Lorenz

Georg Heinrich Grosch

Jörg ERBES

Dieter Junge

Stephan Bauer

Eva Baum

Thomas Ostrowski

Original Assignee

Basf Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1999-08-31

Filing date

2000-08-23

Publication date

2010-03-31

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=7920171&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=PL205216(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

2000-08-23 Application filed by Basf Ag filed Critical Basf Ag

2003-11-03 Publication of PL353213A1 publication Critical patent/PL353213A1/xx

2010-03-31 Publication of PL205216B1 publication Critical patent/PL205216B1/pl

Links

229920000570 polyether Polymers 0.000 title claims abstract description 71
239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 69
150000001298 alcohols Chemical class 0.000 title claims abstract description 45
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 52
239000003054 catalyst Substances 0.000 claims abstract description 50
238000000034 method Methods 0.000 claims abstract description 29
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 24
-1 cyanide compound Chemical class 0.000 claims abstract description 7
239000000126 substance Substances 0.000 claims abstract description 5
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims description 25
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 24
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 23
239000000203 mixture Substances 0.000 claims description 22
239000007858 starting material Substances 0.000 claims description 18
150000001875 compounds Chemical class 0.000 claims description 15
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 12
239000012948 isocyanate Substances 0.000 claims description 10
238000006243 chemical reaction Methods 0.000 claims description 9
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 8
150000002513 isocyanates Chemical class 0.000 claims description 8
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 6
235000011187 glycerol Nutrition 0.000 claims description 5
239000003446 ligand Substances 0.000 claims description 5
229910052725 zinc Inorganic materials 0.000 claims description 5
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
229910002651 NO3 Inorganic materials 0.000 claims description 4
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 4
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 4
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 4
ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 4
150000001450 anions Chemical class 0.000 claims description 4
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
150000007942 carboxylates Chemical class 0.000 claims description 4
XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 4
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 4
150000002367 halogens Chemical class 0.000 claims description 4
ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 claims description 4
150000002576 ketones Chemical class 0.000 claims description 4
229910021645 metal ion Inorganic materials 0.000 claims description 4
150000002825 nitriles Chemical class 0.000 claims description 4
230000003197 catalytic effect Effects 0.000 claims description 3
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 2
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
150000001299 aldehydes Chemical class 0.000 claims description 2
150000001408 amides Chemical class 0.000 claims description 2
239000004202 carbamide Substances 0.000 claims description 2
150000002148 esters Chemical class 0.000 claims description 2
150000002170 ethers Chemical class 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
229910052742 iron Inorganic materials 0.000 claims description 2
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 2
150000003568 thioethers Chemical class 0.000 claims description 2
125000002947 alkylene group Chemical group 0.000 abstract description 15
238000004519 manufacturing process Methods 0.000 abstract description 13
125000004432 carbon atom Chemical group C* 0.000 abstract description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 30
239000006260 foam Substances 0.000 description 23
239000004814 polyurethane Substances 0.000 description 20
229920002635 polyurethane Polymers 0.000 description 20
229920005862 polyol Polymers 0.000 description 17
150000003077 polyols Chemical class 0.000 description 17
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
229910052751 metal Inorganic materials 0.000 description 16
239000002184 metal Substances 0.000 description 16
230000015572 biosynthetic process Effects 0.000 description 9
150000003839 salts Chemical class 0.000 description 9
229920005830 Polyurethane Foam Polymers 0.000 description 8
229910052757 nitrogen Inorganic materials 0.000 description 8
239000011496 polyurethane foam Substances 0.000 description 8
238000003786 synthesis reaction Methods 0.000 description 8
239000011701 zinc Substances 0.000 description 8
230000009257 reactivity Effects 0.000 description 7
239000005056 polyisocyanate Substances 0.000 description 6
229920001228 polyisocyanate Polymers 0.000 description 6
150000008044 alkali metal hydroxides Chemical class 0.000 description 5
238000001914 filtration Methods 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
150000001412 amines Chemical class 0.000 description 4
230000000052 comparative effect Effects 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
239000004604 Blowing Agent Substances 0.000 description 3
SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
150000001735 carboxylic acids Chemical class 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000000463 material Substances 0.000 description 3
150000002902 organometallic compounds Chemical class 0.000 description 3
239000000243 solution Substances 0.000 description 3
NDUDHWBKFFJGMA-UHFFFAOYSA-N 3-(2-methylimidazol-1-yl)propan-1-amine Chemical compound CC1=NC=CN1CCCN NDUDHWBKFFJGMA-UHFFFAOYSA-N 0.000 description 2
KDHWOCLBMVSZPG-UHFFFAOYSA-N 3-imidazol-1-ylpropan-1-amine Chemical compound NCCCN1C=CN=C1 KDHWOCLBMVSZPG-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
238000005481 NMR spectroscopy Methods 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000000470 constituent Substances 0.000 description 2
238000004821 distillation Methods 0.000 description 2
238000005755 formation reaction Methods 0.000 description 2
125000005842 heteroatom Chemical group 0.000 description 2
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
TXXWBTOATXBWDR-UHFFFAOYSA-N n,n,n',n'-tetramethylhexane-1,6-diamine Chemical compound CN(C)CCCCCCN(C)C TXXWBTOATXBWDR-UHFFFAOYSA-N 0.000 description 2
229920005906 polyester polyol Polymers 0.000 description 2
230000005855 radiation Effects 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
238000007086 side reaction Methods 0.000 description 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
DIIIISSCIXVANO-UHFFFAOYSA-N 1,2-Dimethylhydrazine Chemical compound CNNC DIIIISSCIXVANO-UHFFFAOYSA-N 0.000 description 1
QVCUKHQDEZNNOC-UHFFFAOYSA-N 1,2-diazabicyclo[2.2.2]octane Chemical compound C1CC2CCN1NC2 QVCUKHQDEZNNOC-UHFFFAOYSA-N 0.000 description 1
PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 1
HDBKZKQELOAHQH-UHFFFAOYSA-N 1-(2,4,5-tributylimidazol-1-yl)propan-1-amine Chemical compound CCCCC=1N=C(CCCC)N(C(N)CC)C=1CCCC HDBKZKQELOAHQH-UHFFFAOYSA-N 0.000 description 1
MCESISCVVSRQGN-UHFFFAOYSA-N 1-(2,5-dimethyl-1h-imidazol-4-yl)butan-1-amine Chemical compound CCCC(N)C=1N=C(C)NC=1C MCESISCVVSRQGN-UHFFFAOYSA-N 0.000 description 1
OLIWFQZXFMVMHQ-UHFFFAOYSA-N 1-(4,5-dimethoxy-1-methylimidazol-2-yl)propan-2-amine Chemical compound COC=1N=C(CC(C)N)N(C)C=1OC OLIWFQZXFMVMHQ-UHFFFAOYSA-N 0.000 description 1
IKFDSEMAOAGJNS-UHFFFAOYSA-N 1-(5-hexyl-1h-imidazol-2-yl)ethanamine Chemical compound CCCCCCC1=CN=C(C(C)N)N1 IKFDSEMAOAGJNS-UHFFFAOYSA-N 0.000 description 1
OMDXZWUHIHTREC-UHFFFAOYSA-N 1-[2-(dimethylamino)ethoxy]ethanol Chemical compound CC(O)OCCN(C)C OMDXZWUHIHTREC-UHFFFAOYSA-N 0.000 description 1
GEEGPFGTMRWCID-UHFFFAOYSA-N 1-n,1-n,1-n',1-n'-tetramethylbutane-1,1-diamine Chemical compound CCCC(N(C)C)N(C)C GEEGPFGTMRWCID-UHFFFAOYSA-N 0.000 description 1
GRNOZCCBOFGDCL-UHFFFAOYSA-N 2,2,2-trichloroacetyl isocyanate Chemical compound ClC(Cl)(Cl)C(=O)N=C=O GRNOZCCBOFGDCL-UHFFFAOYSA-N 0.000 description 1
OHSSBXMRJRONHI-UHFFFAOYSA-N 2-(4-chloro-2,5-dimethylimidazol-1-yl)-n-methylethanamine Chemical compound CNCCN1C(C)=NC(Cl)=C1C OHSSBXMRJRONHI-UHFFFAOYSA-N 0.000 description 1
GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 1
125000003006 2-dimethylaminoethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
ANDXTQWVHRNHDH-UHFFFAOYSA-M 2-ethylhexanoate;tin(2+) Chemical compound [Sn+2].CCCCC(CC)C([O-])=O ANDXTQWVHRNHDH-UHFFFAOYSA-M 0.000 description 1
RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 description 1
RRRFYVICSDBPKH-UHFFFAOYSA-N 3-(2-ethyl-4-methylimidazol-1-yl)propan-1-amine Chemical compound CCC1=NC(C)=CN1CCCN RRRFYVICSDBPKH-UHFFFAOYSA-N 0.000 description 1
BRKHZWFIIVVNTA-UHFFFAOYSA-N 4-cyclohexylmorpholine Chemical compound C1CCCCC1N1CCOCC1 BRKHZWFIIVVNTA-UHFFFAOYSA-N 0.000 description 1
HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
239000004970 Chain extender Substances 0.000 description 1
239000004971 Cross linker Substances 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
DJEQZVQFEPKLOY-UHFFFAOYSA-N N,N-dimethylbutylamine Chemical compound CCCCN(C)C DJEQZVQFEPKLOY-UHFFFAOYSA-N 0.000 description 1
SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
239000004433 Thermoplastic polyurethane Substances 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
CQQXCSFSYHAZOO-UHFFFAOYSA-L [acetyloxy(dioctyl)stannyl] acetate Chemical compound CCCCCCCC[Sn](OC(C)=O)(OC(C)=O)CCCCCCCC CQQXCSFSYHAZOO-UHFFFAOYSA-L 0.000 description 1
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
238000007259 addition reaction Methods 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
229910001854 alkali hydroxide Inorganic materials 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
229910000272 alkali metal oxide Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
229910052728 basic metal Inorganic materials 0.000 description 1
150000003818 basic metals Chemical class 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
230000001413 cellular effect Effects 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
RKBAPHPQTADBIK-UHFFFAOYSA-N cobalt;hexacyanide Chemical compound [Co].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] RKBAPHPQTADBIK-UHFFFAOYSA-N 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
229960002887 deanol Drugs 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 description 1
PNOXNTGLSKTMQO-UHFFFAOYSA-L diacetyloxytin Chemical compound CC(=O)O[Sn]OC(C)=O PNOXNTGLSKTMQO-UHFFFAOYSA-L 0.000 description 1
239000012975 dibutyltin dilaurate Substances 0.000 description 1
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
239000012972 dimethylethanolamine Substances 0.000 description 1
239000012971 dimethylpiperazine Substances 0.000 description 1
PYBNTRWJKQJDRE-UHFFFAOYSA-L dodecanoate;tin(2+) Chemical compound [Sn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O PYBNTRWJKQJDRE-UHFFFAOYSA-L 0.000 description 1
239000000975 dye Substances 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
PLONEVHFXDFSLA-UHFFFAOYSA-N ethyl hexanoate;tin(2+) Chemical compound [Sn+2].CCCCCC(=O)OCC PLONEVHFXDFSLA-UHFFFAOYSA-N 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
238000005187 foaming Methods 0.000 description 1
150000002314 glycerols Chemical class 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
229910001385 heavy metal Inorganic materials 0.000 description 1
CBCIHIVRDWLAME-UHFFFAOYSA-N hexanitrodiphenylamine Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1NC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O CBCIHIVRDWLAME-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000002460 imidazoles Chemical class 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
238000003780 insertion Methods 0.000 description 1
230000037431 insertion Effects 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
239000000178 monomer Substances 0.000 description 1
PMHXGHYANBXRSZ-UHFFFAOYSA-N n,n-dimethyl-2-morpholin-4-ylethanamine Chemical compound CN(C)CCN1CCOCC1 PMHXGHYANBXRSZ-UHFFFAOYSA-N 0.000 description 1
229910052756 noble gas Inorganic materials 0.000 description 1
150000002835 noble gases Chemical class 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000002245 particle Substances 0.000 description 1
UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
230000035699 permeability Effects 0.000 description 1
230000037074 physically active Effects 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000003825 pressing Methods 0.000 description 1
230000000750 progressive effect Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
150000005846 sugar alcohols Chemical class 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000009864 tensile test Methods 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
238000010998 test method Methods 0.000 description 1
229920002803 thermoplastic polyurethane Polymers 0.000 description 1
239000012974 tin catalyst Substances 0.000 description 1
IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical class [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 description 1
RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
- C08G65/2645—Metals or compounds thereof, e.g. salts
- C08G65/2663—Metal cyanide catalysts, i.e. DMC's
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/08—Saturated oxiranes
- C08G65/10—Saturated oxiranes characterised by the catalysts used
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
- C08G18/4845—Polyethers containing oxyethylene units and other oxyalkylene units containing oxypropylene or higher oxyalkylene end groups
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4866—Polyethers having a low unsaturation value
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0041—Foam properties having specified density
- C08G2110/005—< 50kg/m3
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Toxicology (AREA)
Polyurethanes Or Polyureas (AREA)
Polyethers (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

PL353213A 1999-08-31 2000-08-23 Sposób wytwarzania polieteroalkoholi PL205216B1 (pl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19941242A DE19941242A1 (de)	1999-08-31	1999-08-31	Polyetheralkohole
PCT/EP2000/008218 WO2001016209A1 (de)	1999-08-31	2000-08-23	Polyetheralkohole

Publications (2)

Publication Number	Publication Date
PL353213A1 PL353213A1 (en)	2003-11-03
PL205216B1 true PL205216B1 (pl)	2010-03-31

Family

ID=7920171

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PL353213A PL205216B1 (pl)	1999-08-31	2000-08-23	Sposób wytwarzania polieteroalkoholi

Country Status (16)

Country	Link
EP (1)	EP1208132B1 (de)
JP (1)	JP2003508563A (de)
KR (1)	KR100689930B1 (de)
CN (1)	CN1176136C (de)
AT (1)	ATE517142T1 (de)
AU (1)	AU6572700A (de)
BR (1)	BR0013530A (de)
CA (1)	CA2382613A1 (de)
CZ (1)	CZ2002737A3 (de)
DE (1)	DE19941242A1 (de)
ES (1)	ES2368320T3 (de)
HU (1)	HUP0202470A2 (de)
MX (1)	MXPA02001957A (de)
PL (1)	PL205216B1 (de)
RU (1)	RU2002108178A (de)
WO (1)	WO2001016209A1 (de)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE60213579T2 (de)	2001-04-30	2007-08-09	The Regents Of The University Of Michigan, Ann Arbor	Isoretikuläre organometallische grundstrukturen, verfahren zu deren bildung und systematische entwicklung von deren porengrösse und funktionalität, mit anwendung für die gasspeicherung
US20030078311A1 (en) *	2001-10-19	2003-04-24	Ulrich Muller	Process for the alkoxylation of organic compounds in the presence of novel framework materials
DE10244283A1 (de) *	2002-09-23	2004-04-01	Basf Ag	Verfahren zur Herstellung von Polyetheralkoholen
ES2345716T3 (es)	2003-05-09	2010-09-30	The Regents Of The University Of Michigan	Mof con una elevada area superficial y procedimientos para producirlos.
DE102004031836A1 (de)	2004-06-30	2006-01-19	Basf Ag	Verfahren zur Herstellung von Polyetheralkoholen
DE102004047524A1 (de) *	2004-09-28	2006-03-30	Basf Ag	Verfahren zur Herstellung von Polyurethan-Weichschaumstoffen
CA2584912A1 (en)	2004-10-22	2006-05-04	The Regents Of The University Of Michigan	Covalently linked organic frameworks and polyhedra
MX2007012388A (es)	2005-04-07	2008-03-11	Univ Michigan	Adsorcion elevada de gas en una estructura metal-organica microporosa con sitios de metal abiertos.
DE102005041142A1 (de) *	2005-08-30	2007-03-01	Basf Ag	Verfahren zur Herstellung von Polyetheralkoholen
US7799120B2 (en)	2005-09-26	2010-09-21	The Regents Of The University Of Michigan	Metal-organic frameworks with exceptionally high capacity for storage of carbon dioxide at room-temperature
WO2007101241A2 (en)	2006-02-28	2007-09-07	The Regents Of The University Of Michigan	Preparation of functionalized zeolitic frameworks
WO2010072769A1 (de)	2008-12-23	2010-07-01	Basf Se	Verfahren zur herstellung von polyether-blockcopolymeren
US20120130134A1 (en)	2009-07-29	2012-05-24	Basf Se	Process for the preparation of polyetherols from alkylene oxides
EP2871193B1 (de) *	2012-07-06	2018-06-27	Sumitomo Seika Chemicals Co. Ltd.	Modifiziertes polyalkylenoxid
ES2819507T3 (es) *	2015-10-08	2021-04-16	Dow Global Technologies Llc	Espumas de poliuretano de alta resiliencia hechas con polioles de alto peso equivalente, alta funcionalidad, con grupos hidroxilo principalmente secundarios

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1054788A (de) *		1900-01-01
IT1058454B (it) *	1976-03-17	1982-04-10	Montedison Spa	Tprcedimento per la produzione di schiume poliuretaniche soffici ed extra supersoffici
US4487854A (en) *	1983-12-27	1984-12-11	Basf Wyandotte Corporation	Polyoxyalkylene polyether polyols and polyurethane foams prepared therefrom
EP0692507A1 (de) *	1994-07-11	1996-01-17	Basf Corporation	Offenzelliger Polyurethan-Weichschaumstoff
US5763682A (en) *	1995-12-21	1998-06-09	Woodbridge Foam Corporation	Hydrophilic polyol and process for production thereof
US5958994A (en) *	1997-02-25	1999-09-28	Arco Chemical Technology, L.P.	Method for decreasing the propensity for phase-out of the high molecular weight component of double metal cyanide-catalyzed high secondary hydroxyl polyoxypropylene polyols

1999
- 1999-08-31 DE DE19941242A patent/DE19941242A1/de not_active Withdrawn
2000
- 2000-08-23 CA CA002382613A patent/CA2382613A1/en not_active Abandoned
- 2000-08-23 AT AT00953196T patent/ATE517142T1/de active
- 2000-08-23 JP JP2001520762A patent/JP2003508563A/ja active Pending
- 2000-08-23 WO PCT/EP2000/008218 patent/WO2001016209A1/de active Application Filing
- 2000-08-23 ES ES00953196T patent/ES2368320T3/es not_active Expired - Lifetime
- 2000-08-23 PL PL353213A patent/PL205216B1/pl unknown
- 2000-08-23 MX MXPA02001957A patent/MXPA02001957A/es active IP Right Grant
- 2000-08-23 BR BR0013530-5A patent/BR0013530A/pt not_active Application Discontinuation
- 2000-08-23 KR KR1020027002614A patent/KR100689930B1/ko not_active IP Right Cessation
- 2000-08-23 HU HU0202470A patent/HUP0202470A2/hu unknown
- 2000-08-23 EP EP00953196A patent/EP1208132B1/de not_active Revoked
- 2000-08-23 AU AU65727/00A patent/AU6572700A/en not_active Abandoned
- 2000-08-23 CZ CZ2002737A patent/CZ2002737A3/cs unknown
- 2000-08-23 CN CNB008122792A patent/CN1176136C/zh not_active Expired - Fee Related
- 2000-08-23 RU RU2002108178/04A patent/RU2002108178A/ru not_active Application Discontinuation

Also Published As

Publication number	Publication date
ATE517142T1 (de)	2011-08-15
WO2001016209A1 (de)	2001-03-08
HUP0202470A2 (en)	2002-11-28
DE19941242A1 (de)	2001-03-08
EP1208132A1 (de)	2002-05-29
CN1371401A (zh)	2002-09-25
ES2368320T3 (es)	2011-11-16
AU6572700A (en)	2001-03-26
MXPA02001957A (es)	2002-08-20
RU2002108178A (ru)	2003-11-10
CN1176136C (zh)	2004-11-17
PL353213A1 (en)	2003-11-03
JP2003508563A (ja)	2003-03-04
KR100689930B1 (ko)	2007-03-09
KR20020027595A (ko)	2002-04-13
EP1208132B1 (de)	2011-07-20
CA2382613A1 (en)	2001-03-08
CZ2002737A3 (cs)	2002-08-14
BR0013530A (pt)	2002-04-30

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US9284399B2 (en)	2016-03-15	Process for making a flexible polyurethane foam
US20050004403A1 (en)	2005-01-06	Method for producing polyether alcohols
JP2013540182A (ja)	2013-10-31	軟質ポリウレタンフォーム
EP1976816B1 (de)	2010-04-14	Basenkatalysierte alkoxylierung in gegenwart nichtlinearer polyoxyethylenhaltiger verbindungen
JP2008534763A (ja)	2008-08-28	ポリエーテルアルコールの製造方法
US6906110B1 (en)	2005-06-14	Method for the production of polyurethanes
US20040192801A1 (en)	2004-09-30	Method for the production of polyurethane soft foam materials
US20050177005A1 (en)	2005-08-11	Method for producing polyether alcohols
US20130345330A1 (en)	2013-12-26	Method for producing flexible polyurethane foams